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Cheap flights from Jamaica to Illinois from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Illinois departing on 9/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Jamaica to Illinois

Recent round-trip flight deals from Jamaica to Illinois

Spirit Airlines Logo
12:19 pm - 7:07 pmMBJ-ORD
6h 48m1 stop
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
$294Spirit Airlines
Find Deal
Wed, Aug 13 - Wed, Oct 15
Spirit Airlines Logo
12:10 pm - 10:48 pmMBJ-ORD
10h 38m1 stop
Spirit Airlines Logo
6:44 pm - 11:05 amORD-MBJ
16h 21m1 stop
$301Spirit Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
9:00 am - 4:31 pmKIN-ORD
7h 31m1 stop
Delta Logo
9:10 am - 8:00 pmORD-KIN
10h 50m2 stops
$330Delta
Find Deal
Fri, Sep 12 - Fri, Sep 19
Delta Logo
2:35 pm - 9:36 pmMBJ-MDW
7h 01m1 stop
Delta Logo
6:00 am - 3:34 pmMDW-MBJ
9h 34m1 stop
$339Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6
Southwest Logo
12:50 pm - 8:40 pmMBJ-MDW
7h 50m2 stops
Southwest Logo
5:00 am - 1:55 pmMDW-MBJ
8h 55m1 stop
$348Southwest
Find Deal
Thu, Oct 2 - Mon, Oct 6
Logo
10:22 am - 7:07 pmMBJ-ORD
8h 45m1 stop
Logo
6:00 pm - 7:55 amORD-MBJ
13h 55m1 stop
$348
Find Deal
Thu, Aug 14 - Thu, Aug 21
Southwest Logo
12:50 pm - 8:40 pmMBJ-MDW
7h 50m2 stops
Southwest Logo
8:45 pm - 2:00 pmMDW-MBJ
17h 15m2 stops
$373Southwest
Find Deal
Thu, Oct 2 - Mon, Oct 6
American Airlines Logo
1:55 pm - 11:48 pmMBJ-ORD
9h 53m2 stops
American Airlines Logo
6:52 pm - 10:32 amORD-MBJ
15h 40m1 stop
$378American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
1:00 pm - 9:22 pmKIN-ORD
8h 22m1 stop
American Airlines Logo
8:20 am - 7:38 pmORD-KIN
11h 18m2 stops
$416American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Logo
12:19 pm - 7:07 pmMBJ-ORD
6h 48m1 stop
Logo
5:17 pm - 1:20 pmORD-MBJ
20h 03m2 stops
$437
Find Deal
Wed, Aug 13 - Mon, Oct 13

American Airlines flights from Jamaica to Illinois

Our best American Airlines deals on Jamaica to Illinois flight tickets
American Airlines
Sep 12
MBJ1:55 pmMontego Bay Sangster Intl
9h 53m
2 stops
ORD11:48 pmChicago O'Hare Intl
Sep 19
ORD6:52 pmChicago O'Hare Intl
15h 40m
1 stop
MBJ10:32 amMontego Bay Sangster Intl
$378
Find similar
American Airlines
Sep 13
KIN1:00 pmKingston Norman Manley
8h 22m
1 stop
ORD9:22 pmChicago O'Hare Intl
Sep 20
ORD8:20 amChicago O'Hare Intl
11h 18m
2 stops
KIN7:38 pmKingston Norman Manley
$416
Find similar
American Airlines
Oct 2
MBJ2:38 pmMontego Bay Sangster Intl
7h 48m
1 stop
ORD10:26 pmChicago O'Hare Intl
Oct 6
ORD8:40 amChicago O'Hare Intl
4h 01m
MBJ12:41 pmMontego Bay Sangster Intl
$460
Find similar

Spirit Airlines flights from Jamaica to Illinois

Our best Spirit Airlines deals on Jamaica to Illinois flight tickets
Spirit Airlines
Aug 13
MBJ12:19 pmMontego Bay Sangster Intl
6h 48m
1 stop
ORD7:07 pmChicago O'Hare Intl
Oct 15
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
$294
Find similar
Spirit Airlines
Oct 2
MBJ12:10 pmMontego Bay Sangster Intl
10h 38m
1 stop
ORD10:48 pmChicago O'Hare Intl
Oct 6
ORD6:44 pmChicago O'Hare Intl
16h 21m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
$301
Find similar
Spirit Airlines
Aug 20
MBJ12:19 pmMontego Bay Sangster Intl
6h 48m
1 stop
ORD7:07 pmChicago O'Hare Intl
Aug 24
ORD5:05 amChicago O'Hare Intl
6h 09m
1 stop
MBJ11:14 amMontego Bay Sangster Intl
$318
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jamaica to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Jamaica to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 8/13

12:19 pm-7:07 pm

1 stop6h 48m

Chicago O'Hare Intl

Wed 10/15

5:05 am-11:05 am

1 stop6h 00m

$294

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 10/2

12:10 pm-10:48 pm

1 stop10h 38m

Chicago O'Hare Intl

Mon 10/6

6:44 pm-11:05 am

1 stop16h 21m

$301

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 9/12

9:00 am-4:31 pm

1 stop7h 31m

Chicago O'Hare Intl

Fri 9/19

9:10 am-8:00 pm

2 stops10h 50m

$330

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Thu 10/2

2:35 pm-9:36 pm

1 stop7h 01m

Chicago Midway

Mon 10/6

6:00 am-3:34 pm

1 stop9h 34m

$339

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Thu 10/2

12:50 pm-8:40 pm

2 stops7h 50m

Chicago Midway

Mon 10/6

5:00 am-1:55 pm

1 stop8h 55m

$348

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/14

10:22 am-7:07 pm

1 stop8h 45m

Chicago O'Hare Intl

Thu 8/21

6:00 pm-7:55 am

1 stop13h 55m

$348

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Thu 10/2

12:50 pm-8:40 pm

2 stops7h 50m

Chicago Midway

Mon 10/6

8:45 pm-2:00 pm

2 stops17h 15m

$373

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 9/12

1:55 pm-11:48 pm

2 stops9h 53m

Chicago O'Hare Intl

Fri 9/19

6:52 pm-10:32 am

1 stop15h 40m

$378

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 9/13

1:00 pm-9:22 pm

1 stop8h 22m

Chicago O'Hare Intl

Sat 9/20

8:20 am-7:38 pm

2 stops11h 18m

$416

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 8/13

12:19 pm-7:07 pm

1 stop6h 48m

Chicago O'Hare Intl

Mon 10/13

5:17 pm-1:20 pm

2 stops20h 03m

$437

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Jamaica to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Jamaica is in September. Flight prices, which tend to average around $351, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of September, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $406.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Jamaica to Illinois is on a Wednesday when prices can be found for as low as $451. Flights from Jamaica to Illinois on a Monday will generally be more expensive and average around $634. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Jamaica to Illinois during this time can be as low as $489. Flights at noon are often more expensive with an average ticket price of $501.

What is the cheapest Jamaica to Illinois flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Jamaica - Illinois flight prices

What cabin class options are available on Jamaica to Illinois flights?

There are 4 cabin classes available to choose from on Jamaica to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jamaica to Illinois flights?

No. A direct flight is the cheapest option for a flight between Jamaica to Illinois.

Cheap Jamaica to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Illinois

Best Price Found

$169

Fastest flight time

4h 10m

Direct flights

Every day

Airports in Illinois

2 airports
The best one-way flight to Illinois from Jamaica in the past 72 hours is $169. The best round-trip flight deal from Jamaica to Illinois found on momondo in the last 72 hours is $294.
The fastest flight from Jamaica to Illinois takes 4h 10m
Direct flights go from Jamaica to Illinois every day.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • When did momondo last update prices for flights from Jamaica to Illinois?

    Prices for flights from Jamaica to Illinois were last updated today.

  • How many operators does momondo search for flights from Jamaica to Illinois?

  • How old do you have to be to fly from Jamaica to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Jamaica to Illinois?

Best airlines flying from Jamaica to Illinois

Compare and see reviews for airlines that fly from Jamaica to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
DeltaPriceFrom $322Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $392Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
American AirlinesPriceFrom $392Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Illinois?

It is quick and easy to find Jamaica to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Jamaica to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Jamaica which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Jamaica to Illinois?

momondo provides multiple filters to help you find the best flight to Illinois from Jamaica. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Jamaica to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jamaica to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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